trifluoroacetic acid methyl 2-[(2Z)-2-[3-(methylamino)propylidene]-9-oxatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-5-yl]acetate

• ChemBase ID: 166568
• Molecular Formular: C23H24F3NO5
• Molecular Mass: 451.4355696
• Monoisotopic Mass: 451.16065753
• SMILES: C1Oc2c(/C(=C\CCNC)/c3c1cccc3)cc(cc2)CC(=O)OC.C(F)(F)(F)C(=O)O
• Canonical SMILES: OC(=O)C(F)(F)F.CNCC/C=C/1\c2cc(ccc2OCc2c1cccc2)CC(=O)OC
• InChI: InChI=1S/C21H23NO3.C2HF3O2/c1-22-11-5-8-18-17-7-4-3-6-16(17)14-25-20-10-9-15(12-19(18)20)13-21(23)24-2;3-2(4,5)1(6)7/h3-4,6-10,12,22H,5,11,13-14H2,1-2H3;(H,6,7)/b18-8-
• InChIKey: CZIZLERUQIMDDT-NOILCQHBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: trifluoroacetic acid methyl 2-[(2Z)-2-[3-(methylamino)propylidene]-9-oxatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-5-yl]acetate
• IUPAC Traditional name: trifluoroacetic acid methyl 2-[(2Z)-2-[3-(methylamino)propylidene]-9-oxatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,12,14-hexaen-5-yl]acetate
• Synonyms: N-Desmethyl Olopatadine Methyl Ester Trifluoroacetic Acid

Database IDs

• PubChem SID: 162260701
• PubChem CID: 71315783

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.0065624635
• LogD (pH = 7.4): 0.39272082
• Log P: 3.2405684
• Molar Refractivity: 109.0268 cm^3
• Polarizability: 38.55972 Å^3
• Polar Surface Area: 47.56 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Brown Viscous Gum

DETAILS

Toronto Research Chemicals - D293060

Olopatadine (O575000) metabolite.

REFERENCES

• Kajita, J., et al.: Drug Metab. Disposition, 30, 1504 (2002)